ISSN 10703284, Russian Journal of Coordination Chemistry, 2015, Vol. 41, No. 6, pp. 372–375. © Pleiades Publishing, Ltd., 2015.
In recent years, the catalytic oxidation of olefins
has aroused much attention in the production of
chemicals and fine chemicals since epoxides are key start
ing materials for a wide variety of oily products [1–5]. Be
cause of the environment friendly nature, H
been regarded as the first selected oxidant in the oxi
dation of olefins. Transition metal complexes with var
ious ligands have presented interesting catalytic prop
erties [6–10]. Among the complexes, vanadium species
show efficient catalytic oxidation properties [11–16]. In
this paper, a new vanadium(V) complex with mixed
L) and a bidentate ligand ben
zohydroxamic acid (HL') was prepared and its catalyt
ic oxidation property was performed.
Materials and methods.
2methylbenzohydrazide and benzohydroxamic acid
were purchased from Alfa Aesar. VO(Acac)
vents are commercially available and were used with
out further purification. Elemental analyses for car
bon, hydrogen, and nitrogen were carried out with an
Elementar Vario EL. Infrared spectra were measured
on KBr disks with a Hitachi I5040 FTIR spectro
H NMR data were recorded on a Bruker
NMR 300 MHz instrument.
Synthesis of H
3Bromosalicylaldehyde (2.01 g,
10 mmol) and 2methylbenzohydrazide (1.50 g, 10 mmol)
The article is published in the original.
were dissolved in methanol (30 mL). The mixture was
refluxed for 30 min and the solvent was evaporated by
distillation. Colorless solid was recrysallized from
methanol to give pure product of H
L. The yield
H NMR (300 MHz; DMSOd
12.71 (s., 1H),
12.22 (s., 1H), 8.63 (s., 1H), 7.2–7.7 (m., 5H), 6.93
(t., 1H), 2.51 (s., 3H).
Synthesis of the complex.
(1.0 mmol each) of H
L (0.333 g), HL' (0.137 g) and
(0.265 g) were dissolved in methanol
(20 mL). The mixture was refluxed for 30 min and
cooled to room temperature to give a deep brown so
lution. The solution was kept still in air for a week to
slow evaporate to give brown blockshaped single crys
tals of the complex. The yield was 61%.
Catalytic oxidation experiment
was carried out in a
50 mL glass roundbottom flask fitted with a reflux
anal. calcd., %: C, 54.07; H, 3.93; N, 8.41.
Found, %: C, 53.89; H, 4.02; N, 8.50.
anal. calcd., %: C, 49.46; H, 3.21; N, 7.87.
Found, %: C, 49.32; H, 3.15; N, 8.02.
Synthesis, Crystal Structure, and Catalytic Property
of a Vanadium(V) Complex with Mixed Ligands
X. H. Shen*, Z. W. Zhang, L. J. Shao, Q. Lian, and C. Liu
Department of Chemistry, Hebei Normal University of Science & Technology, Qinhuangdao, 066600 P.R. China
Received October 20, 2014
ith a tridentate hydrazone ligand
L) and a bidentate ligand benzohydroxamic acid (HL
) with VO(Acac)
, a mononuclear vana
dium(V) complex was prepared and characterized by elemental analysis, IR spectroscopy and Xray structure
determination (CIF file CCDC no. 1029909). The complex crystallizes in the monoclinic space group
with unit cell dimensions
= 0.0350, and
= 0.0749. Single crystal Xray diffraction analysis reveals that the V atom is coor
dinated by the phenolate O, imino N and enolate O atoms of the hydrazone ligand, and the carbonyl O and
hydroxy O atoms of benzohydroxamate ligand, and one oxo O group, in an octahedral coordination. Cata
lytic oxidation of the complex on some olefins was performed.